"Never try to take a fortified hill, especially if the Army on top is bigger than you are"
About this Quote
The quote works because it translates competition into terrain. A fortified hill isn’t just an opponent; it’s an opponent with structural advantages: entrenched customer loyalty, distribution, patents, regulation, capital, culture. In corporate terms, the “hill” is where incumbents turn your attack into their home-field advantage. The subtext is almost managerial: don’t confuse motion with progress, and don’t let ego force you into the most expensive possible fight.
Context matters: Hewlett co-founded Hewlett-Packard and operated in an era when American business mythology loved the frontal assault - the disruptor before “disruption” became a buzzword. His line quietly argues for asymmetric thinking: go around the hill, change the map, or pick a different hill entirely. That “especially” is the tell. He’s not saying never compete; he’s saying never compete on the terms that make your loss predictable.
Underneath the pragmatism is a cultural critique: we romanticize uphill battles, but in real institutions, uphill usually means someone stacked the rules there on purpose.
Quote Details
| Topic | Witty One-Liners |
|---|---|
| Source | Help us find the source |
| Cite |
Citation Formats
APA Style (7th ed.)
Hewlett, William Redington. (2026, January 15). Never try to take a fortified hill, especially if the Army on top is bigger than you are. FixQuotes. https://fixquotes.com/quotes/never-try-to-take-a-fortified-hill-especially-if-128287/
Chicago Style
Hewlett, William Redington. "Never try to take a fortified hill, especially if the Army on top is bigger than you are." FixQuotes. January 15, 2026. https://fixquotes.com/quotes/never-try-to-take-a-fortified-hill-especially-if-128287/.
MLA Style (9th ed.)
"Never try to take a fortified hill, especially if the Army on top is bigger than you are." FixQuotes, 15 Jan. 2026, https://fixquotes.com/quotes/never-try-to-take-a-fortified-hill-especially-if-128287/. Accessed 13 Feb. 2026.








